#------------------------------------------------------------------------------ #$Date: 2018-01-10 04:52:56 +0200 (Wed, 10 Jan 2018) $ #$Revision: 205011 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229927.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7229927 loop_ _publ_author_name 'Mahmoudi, Ghodrat' 'Zar\;eba, Jan Kazimierz' 'Bauza, Antonio' 'Kubicki, Maciej' 'Bartyzel, Agata' 'Keramidas, Anastasios' 'Butusov, Leonid' 'miroslaw, barbara' 'Frontera, Antonio' _publ_section_title ; Recurrent supramolecular motifs in discrete complexes and coordination polymers based on mercury halides: prevalence of chelate ring stacking and substituent effects ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE02166F _journal_year 2018 _chemical_formula_moiety 'C13 H12 Br4 Hg2 N4 O' _chemical_formula_sum 'C13 H12 Br4 Hg2 N4 O' _chemical_formula_weight 961.09 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-11-04 deposited with the CCDC. 2018-01-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 100.782(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.7230(15) _cell_length_b 14.244(2) _cell_length_c 16.507(3) _cell_measurement_reflns_used 3300 _cell_measurement_temperature 193(1) _cell_measurement_theta_max 24 _cell_measurement_theta_min 5 _cell_volume 2014.8(6) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Mercury (MacRae et al., 2009)' _computing_publication_material 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXT-2013 (Sheldrick, 2013)' _diffrn_ambient_temperature 193(1) _diffrn_measured_fraction_theta_full 0.980 _diffrn_measured_fraction_theta_max 0.975 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_unetI/netI 0.0532 _diffrn_reflns_Laue_measured_fraction_full 0.980 _diffrn_reflns_Laue_measured_fraction_max 0.975 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 13846 _diffrn_reflns_point_group_measured_fraction_full 0.980 _diffrn_reflns_point_group_measured_fraction_max 0.975 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 25.090 _diffrn_reflns_theta_min 1.903 _exptl_absorpt_coefficient_mu 23.163 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.3223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS, Bruker-AXS, 2010' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 3.168 _exptl_crystal_description block _exptl_crystal_F_000 1704 _exptl_crystal_size_max 0.320 _exptl_crystal_size_mid 0.320 _exptl_crystal_size_min 0.210 _refine_diff_density_max 1.101 _refine_diff_density_min -1.635 _refine_diff_density_rms 0.277 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 218 _refine_ls_number_reflns 3496 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.023 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0323 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0355P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.0776 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2881 _reflns_number_total 3496 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02166f2.cif _cod_data_source_block 1 _cod_database_code 7229927 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.050 _shelx_estimated_absorpt_t_max 0.085 _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL ev00115s in P2(1)/n CELL 0.71073 8.7230 14.2438 16.5070 90.000 100.782 90.000 ZERR 4.00 0.0015 0.0024 0.0028 0.000 0.003 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O Br HG UNIT 52 48 16 4 16 8 omit 4 12 10 omit -1 3 16 omit -1 3 2 omit -2 1 2 TEMP -80 SIZE 0.21 0.32 0.32 L.S. 10 BOND $h FMAP 2 PLAN -10 htab ACTA 50 mpla n1 c2 c3 c4 c5 c6 mpla c6 c7 n8 n9 c10 c11 mpla c11 c12 n13 c14 c15 c16 mpla n1 c2 c3 c4 c5 c6 WGHT 0.035500 FVAR 0.03972 HG1 6 -0.213770 0.562126 0.153666 11.00000 0.01932 0.03471 = 0.02178 -0.00434 -0.00032 -0.00101 HG2 6 -0.161381 0.835752 0.075706 11.00000 0.01694 0.03431 = 0.02074 -0.00182 0.00456 -0.00241 BR1 5 -0.286037 0.411636 0.086563 11.00000 0.07679 0.03747 = 0.03509 -0.00825 -0.00768 -0.01194 BR2 5 -0.251890 0.697176 0.242919 11.00000 0.03239 0.03090 = 0.02407 0.00037 0.01087 0.00257 BR3 5 -0.241459 0.680491 0.007457 11.00000 0.09155 0.04124 = 0.01241 -0.00342 0.00377 -0.02348 BR4 5 -0.277479 0.960217 0.151983 11.00000 0.02829 0.03282 = 0.03422 -0.00420 0.01543 -0.00341 N1 3 0.596402 0.671256 0.654176 11.00000 0.01529 0.03105 = 0.01285 -0.00442 0.00167 0.00281 C2 1 0.620468 0.677173 0.735953 11.00000 0.03284 0.02917 = 0.01263 -0.00293 0.00025 0.00174 AFIX 43 H2 2 0.532634 0.680988 0.762232 11.00000 -1.20000 AFIX 0 C3 1 0.766648 0.677993 0.783833 11.00000 0.04006 0.03065 = 0.01365 -0.00558 -0.00106 0.00165 AFIX 43 H3 2 0.780038 0.682549 0.842151 11.00000 -1.20000 AFIX 0 C4 1 0.893565 0.672091 0.745819 11.00000 0.02966 0.02308 = 0.02761 -0.00045 -0.00920 -0.00231 AFIX 43 H4 2 0.996326 0.671257 0.777565 11.00000 -1.20000 AFIX 0 C5 1 0.869668 0.667365 0.660449 11.00000 0.01834 0.02818 = 0.02360 0.00250 0.00116 -0.00203 AFIX 43 H5 2 0.955974 0.665992 0.632878 11.00000 -1.20000 AFIX 0 C6 1 0.718233 0.664666 0.615780 11.00000 0.01040 0.02051 = 0.01972 0.00170 0.00091 -0.00553 C7 1 0.686814 0.651567 0.524340 11.00000 0.01502 0.02283 = 0.01599 0.00105 0.00100 0.00339 C71 1 0.820223 0.664290 0.479457 11.00000 0.01788 0.05399 = 0.02565 -0.00531 0.00887 -0.00410 AFIX 137 H71A 2 0.890607 0.610234 0.490144 11.00000 -1.50000 H71B 2 0.877412 0.721703 0.498855 11.00000 -1.50000 H71C 2 0.779643 0.669230 0.420103 11.00000 -1.50000 AFIX 0 N8 3 0.545970 0.629715 0.494458 11.00000 0.01429 0.01998 = 0.01059 -0.00218 0.00138 0.00426 N9 3 0.498073 0.614057 0.410938 11.00000 0.01677 0.03418 = 0.00986 -0.00913 0.00230 -0.00495 AFIX 43 H9 2 0.562673 0.620020 0.376203 11.00000 -1.20000 AFIX 0 C10 1 0.345864 0.588908 0.384856 11.00000 0.01976 0.01652 = 0.01979 -0.00330 -0.00223 0.00551 O10 4 0.254292 0.581687 0.431893 11.00000 0.01968 0.05984 = 0.02108 -0.00674 0.00928 -0.01067 C11 1 0.294595 0.574334 0.294863 11.00000 0.01196 0.01401 = 0.02196 -0.00562 0.00205 0.00098 C12 1 0.134313 0.574008 0.267201 11.00000 0.02167 0.02855 = 0.01437 -0.00727 0.00759 -0.00125 AFIX 43 H12 2 0.068125 0.581069 0.306423 11.00000 -1.20000 AFIX 0 N13 3 0.068466 0.564088 0.186947 11.00000 0.01888 0.03745 = 0.01657 -0.00490 -0.00193 0.00280 C14 1 0.163899 0.553532 0.131313 11.00000 0.02767 0.04138 = 0.00946 -0.00628 -0.00127 0.00123 AFIX 43 H14 2 0.119323 0.547380 0.074480 11.00000 -1.20000 AFIX 0 C15 1 0.321885 0.551566 0.155108 11.00000 0.01780 0.05776 = 0.02112 -0.00081 0.00642 0.00213 AFIX 43 H15 2 0.385918 0.544414 0.114864 11.00000 -1.20000 AFIX 0 C16 1 0.389630 0.559877 0.237173 11.00000 0.00911 0.04850 = 0.01710 -0.00485 0.00474 -0.00044 AFIX 43 H16 2 0.499677 0.555786 0.254071 11.00000 -1.20000 AFIX 0 HKLF 4 REM ev00115s in P2(1)/n REM R1 = 0.0323 for 2881 Fo > 4sig(Fo) and 0.0447 for all 3496 data REM 218 parameters refined using 0 restraints END WGHT 0.0332 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x+1/2, -y+3/2, z+1/2 HTAB C2 Br2_$1 EQIV $2 x+1, y, z+1 HTAB C3 Br3_$2 EQIV $3 x+3/2, -y+3/2, z+1/2 HTAB C5 Br4_$3 EQIV $4 -x+1/2, y+1/2, -z+1/2 HTAB C71 Br1_$4 EQIV $5 x+1, y, z HTAB C71 Br2_$5 EQIV $6 -x+1/2, y-1/2, -z+1/2 HTAB N9 Br4_$6 REM Highest difference peak 1.101, deepest hole -1.635, 1-sigma level 0.277 Q1 1 -0.1323 0.6759 0.0169 11.00000 0.05 1.10 Q2 1 -0.0168 0.8261 0.1366 11.00000 0.05 0.99 Q3 1 -0.1334 0.8172 0.1335 11.00000 0.05 0.97 Q4 1 -0.1833 0.7823 0.0207 11.00000 0.05 0.88 Q5 1 -0.1187 0.7591 0.1483 11.00000 0.05 0.86 Q6 1 0.9711 0.7288 0.5158 11.00000 0.05 0.85 Q7 1 -0.4687 0.7619 -0.0387 11.00000 0.05 0.84 Q8 1 -0.5008 0.3402 0.0989 11.00000 0.05 0.82 Q9 1 -0.0678 0.5584 0.2122 11.00000 0.05 0.82 Q10 1 -0.1686 0.6396 0.1991 11.00000 0.05 0.80 ; _shelx_res_checksum 3975 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp Hg1 Hg -0.21377(4) 0.56213(2) 0.15367(2) 0.02581(11) Uani 1 1 d . . Hg2 Hg -0.16138(4) 0.83575(2) 0.07571(2) 0.02386(11) Uani 1 1 d . . Br1 Br -0.28604(15) 0.41164(7) 0.08656(7) 0.0521(3) Uani 1 1 d . . Br2 Br -0.25189(10) 0.69718(6) 0.24292(5) 0.0284(2) Uani 1 1 d . . Br3 Br -0.24146(15) 0.68049(7) 0.00746(6) 0.0492(3) Uani 1 1 d . . Br4 Br -0.27748(10) 0.96022(6) 0.15198(6) 0.0305(2) Uani 1 1 d . . N1 N 0.5964(7) 0.6713(4) 0.6542(4) 0.0199(15) Uani 1 1 d . . C2 C 0.6205(11) 0.6772(5) 0.7360(5) 0.025(2) Uani 1 1 d . . H2 H 0.5326 0.6810 0.7622 0.030 Uiso 1 1 calc R U C3 C 0.7666(11) 0.6780(6) 0.7838(5) 0.029(2) Uani 1 1 d . . H3 H 0.7800 0.6825 0.8422 0.035 Uiso 1 1 calc R U C4 C 0.8936(11) 0.6721(5) 0.7458(5) 0.029(2) Uani 1 1 d . . H4 H 0.9963 0.6713 0.7776 0.034 Uiso 1 1 calc R U C5 C 0.8697(10) 0.6674(5) 0.6604(5) 0.0237(19) Uani 1 1 d . . H5 H 0.9560 0.6660 0.6329 0.028 Uiso 1 1 calc R U C6 C 0.7182(9) 0.6647(5) 0.6158(5) 0.0171(17) Uani 1 1 d . . C7 C 0.6868(9) 0.6516(5) 0.5243(5) 0.0182(17) Uani 1 1 d . . C71 C 0.8202(10) 0.6643(7) 0.4795(5) 0.032(2) Uani 1 1 d . . H71A H 0.8906 0.6102 0.4901 0.048 Uiso 1 1 calc R U H71B H 0.8774 0.7217 0.4989 0.048 Uiso 1 1 calc R U H71C H 0.7796 0.6692 0.4201 0.048 Uiso 1 1 calc R U N8 N 0.5460(7) 0.6297(4) 0.4945(4) 0.0151(14) Uani 1 1 d . . N9 N 0.4981(7) 0.6141(5) 0.4109(4) 0.0203(15) Uani 1 1 d . . H9 H 0.5627 0.6200 0.3762 0.024 Uiso 1 1 calc R U C10 C 0.3459(9) 0.5889(5) 0.3849(5) 0.0195(18) Uani 1 1 d . . O10 O 0.2543(7) 0.5817(4) 0.4319(4) 0.0328(15) Uani 1 1 d . . C11 C 0.2946(9) 0.5743(5) 0.2949(5) 0.0161(17) Uani 1 1 d . . C12 C 0.1343(9) 0.5740(5) 0.2672(5) 0.0210(18) Uani 1 1 d . . H12 H 0.0681 0.5811 0.3064 0.025 Uiso 1 1 calc R U N13 N 0.0685(8) 0.5641(5) 0.1869(4) 0.0250(16) Uani 1 1 d . . C14 C 0.1639(10) 0.5535(6) 0.1313(5) 0.027(2) Uani 1 1 d . . H14 H 0.1193 0.5474 0.0745 0.032 Uiso 1 1 calc R U C15 C 0.3219(10) 0.5516(7) 0.1551(5) 0.032(2) Uani 1 1 d . . H15 H 0.3859 0.5444 0.1149 0.038 Uiso 1 1 calc R U C16 C 0.3896(9) 0.5599(6) 0.2372(5) 0.025(2) Uani 1 1 d . . H16 H 0.4997 0.5558 0.2541 0.030 Uiso 1 1 calc R U loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.0193(2) 0.0347(2) 0.0218(2) -0.00434(15) -0.00032(14) -0.00101(14) Hg2 0.01694(19) 0.0343(2) 0.0207(2) -0.00182(14) 0.00456(14) -0.00241(13) Br1 0.0768(9) 0.0375(6) 0.0351(6) -0.0082(5) -0.0077(6) -0.0119(5) Br2 0.0324(5) 0.0309(5) 0.0241(5) 0.0004(4) 0.0109(4) 0.0026(4) Br3 0.0916(9) 0.0412(6) 0.0124(5) -0.0034(4) 0.0038(5) -0.0235(5) Br4 0.0283(5) 0.0328(5) 0.0342(5) -0.0042(4) 0.0154(4) -0.0034(4) N1 0.015(4) 0.031(4) 0.013(4) -0.004(3) 0.002(3) 0.003(3) C2 0.033(5) 0.029(5) 0.013(5) -0.003(4) 0.000(4) 0.002(4) C3 0.040(6) 0.031(5) 0.014(5) -0.006(4) -0.001(4) 0.002(4) C4 0.030(5) 0.023(5) 0.028(5) 0.000(4) -0.009(4) -0.002(4) C5 0.018(5) 0.028(5) 0.024(5) 0.003(4) 0.001(4) -0.002(4) C6 0.010(4) 0.021(4) 0.020(4) 0.002(3) 0.001(3) -0.006(3) C7 0.015(4) 0.023(4) 0.016(4) 0.001(3) 0.001(3) 0.003(3) C71 0.018(5) 0.054(6) 0.026(5) -0.005(4) 0.009(4) -0.004(4) N8 0.014(4) 0.020(3) 0.011(3) -0.002(3) 0.001(3) 0.004(3) N9 0.017(4) 0.034(4) 0.010(4) -0.009(3) 0.002(3) -0.005(3) C10 0.020(5) 0.017(4) 0.020(5) -0.003(3) -0.002(4) 0.006(3) O10 0.020(3) 0.060(4) 0.021(3) -0.007(3) 0.009(3) -0.011(3) C11 0.012(4) 0.014(4) 0.022(5) -0.006(3) 0.002(3) 0.001(3) C12 0.022(5) 0.029(4) 0.014(4) -0.007(3) 0.008(4) -0.001(3) N13 0.019(4) 0.037(4) 0.017(4) -0.005(3) -0.002(3) 0.003(3) C14 0.028(5) 0.041(5) 0.009(4) -0.006(4) -0.001(4) 0.001(4) C15 0.018(5) 0.058(6) 0.021(5) -0.001(4) 0.006(4) 0.002(4) C16 0.009(4) 0.048(5) 0.017(5) -0.005(4) 0.005(3) 0.000(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 N13 Hg1 Br1 106.17(16) . . N13 Hg1 Br2 95.73(16) . . Br1 Hg1 Br2 153.87(4) . . N13 Hg1 Br3 95.99(17) . . Br1 Hg1 Br3 99.08(4) . . Br2 Hg1 Br3 92.50(3) . . N1 Hg2 N8 66.1(2) 4_575 4_575 N1 Hg2 Br4 100.75(16) 4_575 . N8 Hg2 Br4 122.32(14) 4_575 . N1 Hg2 Br3 111.19(16) 4_575 . N8 Hg2 Br3 95.79(14) 4_575 . Br4 Hg2 Br3 138.07(4) . . N1 Hg2 O10 126.0(2) 4_575 4_575 N8 Hg2 O10 62.26(19) 4_575 4_575 Br4 Hg2 O10 93.81(13) . 4_575 Br3 Hg2 O10 88.94(14) . 4_575 Hg2 Br3 Hg1 99.45(3) . . C2 N1 C6 119.8(7) . . C2 N1 Hg2 120.6(5) . 4_676 C6 N1 Hg2 119.5(5) . 4_676 N1 C2 C3 122.7(8) . . N1 C2 H2 118.7 . . C3 C2 H2 118.7 . . C4 C3 C2 118.6(8) . . C4 C3 H3 120.7 . . C2 C3 H3 120.7 . . C3 C4 C5 119.1(8) . . C3 C4 H4 120.4 . . C5 C4 H4 120.4 . . C6 C5 C4 119.2(8) . . C6 C5 H5 120.4 . . C4 C5 H5 120.4 . . N1 C6 C5 120.5(7) . . N1 C6 C7 118.4(7) . . C5 C6 C7 121.1(7) . . N8 C7 C6 113.8(7) . . N8 C7 C71 128.2(7) . . C6 C7 C71 118.1(7) . . C7 C71 H71A 109.5 . . C7 C71 H71B 109.5 . . H71A C71 H71B 109.5 . . C7 C71 H71C 109.5 . . H71A C71 H71C 109.5 . . H71B C71 H71C 109.5 . . C7 N8 N9 121.0(6) . . C7 N8 Hg2 119.2(5) . 4_676 N9 N8 Hg2 117.0(4) . 4_676 C10 N9 N8 116.9(6) . . C10 N9 H9 121.6 . . N8 N9 H9 121.6 . . O10 C10 N9 122.4(7) . . O10 C10 C11 121.0(7) . . N9 C10 C11 116.5(7) . . C10 O10 Hg2 115.6(5) . 4_676 C12 C11 C16 117.9(7) . . C12 C11 C10 115.2(7) . . C16 C11 C10 126.9(7) . . N13 C12 C11 122.8(8) . . N13 C12 H12 118.6 . . C11 C12 H12 118.6 . . C12 N13 C14 118.2(7) . . C12 N13 Hg1 116.9(5) . . C14 N13 Hg1 124.8(5) . . N13 C14 C15 121.5(8) . . N13 C14 H14 119.2 . . C15 C14 H14 119.2 . . C14 C15 C16 120.5(8) . . C14 C15 H15 119.8 . . C16 C15 H15 119.8 . . C15 C16 C11 119.0(8) . . C15 C16 H16 120.5 . . C11 C16 H16 120.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Hg1 N13 2.420(7) . Hg1 Br1 2.4409(11) . Hg1 Br2 2.4829(9) . Hg1 Br3 2.9168(11) . Hg2 N1 2.378(6) 4_575 Hg2 N8 2.494(6) 4_575 Hg2 Br4 2.4962(9) . Hg2 Br3 2.5206(10) . Hg2 O10 2.628(6) 4_575 N1 C2 1.329(10) . N1 C6 1.339(10) . N1 Hg2 2.378(6) 4_676 C2 C3 1.369(12) . C2 H2 0.9500 . C3 C4 1.373(13) . C3 H3 0.9500 . C4 C5 1.387(11) . C4 H4 0.9500 . C5 C6 1.388(11) . C5 H5 0.9500 . C6 C7 1.494(11) . C7 N8 1.274(9) . C7 C71 1.503(11) . C71 H71A 0.9800 . C71 H71B 0.9800 . C71 H71C 0.9800 . N8 N9 1.382(8) . N8 Hg2 2.494(6) 4_676 N9 C10 1.365(10) . N9 H9 0.8800 . C10 O10 1.218(10) . C10 C11 1.484(11) . O10 Hg2 2.628(6) 4_676 C11 C12 1.387(11) . C11 C16 1.390(11) . C12 N13 1.349(10) . C12 H12 0.9500 . N13 C14 1.358(11) . C14 C15 1.361(12) . C14 H14 0.9500 . C15 C16 1.378(11) . C15 H15 0.9500 . C16 H16 0.9500 .